JPH02286708A - Emulsifiable composition - Google Patents

Emulsifiable composition

Info

Publication number
JPH02286708A
JPH02286708A JP11075289A JP11075289A JPH02286708A JP H02286708 A JPH02286708 A JP H02286708A JP 11075289 A JP11075289 A JP 11075289A JP 11075289 A JP11075289 A JP 11075289A JP H02286708 A JPH02286708 A JP H02286708A
Authority
JP
Japan
Prior art keywords
residue
squalane
compound
formula
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP11075289A
Other languages
Japanese (ja)
Other versions
JP2721994B2 (en
Inventor
Kiichiro Yoshimura
吉村 喜一朗
Hiroyoshi Omika
大美賀 広芳
Naoto Ito
直人 伊藤
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
TAKAMATSU YUSHI KK
Eneos Corp
Original Assignee
TAKAMATSU YUSHI KK
Nippon Petrochemicals Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by TAKAMATSU YUSHI KK, Nippon Petrochemicals Co Ltd filed Critical TAKAMATSU YUSHI KK
Priority to JP1110752A priority Critical patent/JP2721994B2/en
Publication of JPH02286708A publication Critical patent/JPH02286708A/en
Application granted granted Critical
Publication of JP2721994B2 publication Critical patent/JP2721994B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Landscapes

  • Compositions Of Macromolecular Compounds (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

PURPOSE:To fix (natural) squalane to a fiber material by mixing the squalane with a specified compound. CONSTITUTION:(Natural) squalane is mixed with 0.5-200wt.%, based on it, at least one compound selected from among a compound of formula I [wherein R1 is an amino (-containing) residue; R2 is H or a monovalent hydrocarbon group] (e.g. alkoxymethylmelamine), a compound of formula II [wherein R3 is an epoxy (-containing) residue] and a compound of formula III (wherein R4 is a blocking agent residue which has at least one active hydrogen atom and can regenerate NCO groups; R5 is an isocyanate compound residue; and n+m>=2), e.g. polyisocyanate urethane resin.

Description

【発明の詳細な説明】 [産業上の利用分野コ 本発明は乳化分散組成物に関するものであり、詳しくは
、天然スクワレンまたはスクワランを繊維材料に耐久性
良く固着するための乳化分散組成物に関するものである
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an emulsifying and dispersing composition, and more particularly to an emulsifying and dispersing composition for fixing natural squalene or squalane to fiber materials with good durability. It is.

[従来技術とその課題] 深海鮫肝油を原料とする天然スクワレンまたはスクワラ
ン、特に通常スクワレンを水素添加することにより製造
されるスクワランについては、戦前はその耐熱安定性、
潤滑性を利用してエンジンオイルとして利用され、戦後
は皮膚への浸透性、展伸性、親和性の良さ、生理的に不
活性等から、化粧品基材としての用途が開発され、あら
ゆる化粧品の油性原料として使用されている。
[Prior art and its challenges] Natural squalene or squalane made from deep-sea shark liver oil, especially squalane produced by hydrogenating normal squalene, was known for its thermal stability,
It was used as an engine oil due to its lubricating properties, and after the war, its use as a base material for cosmetics was developed due to its permeability to the skin, spreadability, good affinity, and physiological inertness, and it is used in all kinds of cosmetics. Used as an oily raw material.

また、薬剤の皮膚への吸収を助けるので、医薬用軟膏、
座薬、皮膚治療薬等に利用されている。
It also helps the absorption of drugs into the skin, so it can be used in pharmaceutical ointments,
It is used in suppositories, skin treatments, etc.

その他、離型剤、特殊潤滑剤等にも利用されている。It is also used as a mold release agent, special lubricant, etc.

以上のように、天然スクワレンまたはスクワランの存す
る耐熱性、潤滑性、浸透性、生理的不活性等の特性を利
用して、オムツカバー、使い捨てオムツ等のベビー用品
、肌着、中表等の繊維材料用加工剤の成分として利用し
た場合、これら単独の乳化分散物にて処理を行っても、
耐家庭洗濯性、耐ドライクリーニン性等の耐久性はほと
んどなく、天然スクワレンまたはスクワランを繊維材料
に対して耐久性良く固定することが必要である。
As mentioned above, natural squalene or squalane's properties such as heat resistance, lubricity, permeability, and physiological inertness can be utilized to create textile materials for baby products such as diaper covers and disposable diapers, underwear, innerwear, etc. When used as a component of a processing agent, even when treated with these individual emulsified dispersions,
It has almost no durability such as home washing resistance or dry cleaning resistance, and it is necessary to fix natural squalene or squalane to the fiber material with good durability.

[課題を解決するための手段] そこで本発明は天然スクワレンまたはスクワランと官能
基含有化合物とから成り、天然スクワレンまたはスクワ
ランを繊維材料に耐久性良く固着するための乳化分散剤
を提供することを目的とする。
[Means for Solving the Problems] Therefore, an object of the present invention is to provide an emulsifying and dispersing agent that is composed of natural squalene or squalane and a functional group-containing compound and is capable of fixing natural squalene or squalane to fiber materials with good durability. shall be.

[作用コ 本発明は天然スクワレンまたはスクワランの重量に対し
て、下記−服代(1)(2)および(3)にて示される
化合物の少なくとも一種類以上を0.5〜200重量%
配合して成る乳化分散組成物を開示するものである。
[Function] The present invention contains 0.5 to 200% by weight of at least one of the compounds shown in (1), (2), and (3) below, based on the weight of natural squalene or squalane.
Discloses an emulsifying and dispersing composition comprising:

R□−NHCH20−R2(1) [式中、R□はアミノ基残きまたはアミノ基含有残基を
示し、R2は水素原子または一価の炭化水素基を示すコ [式中、R3はエポキシ残基またはエポキシ基含有残基
を示すコ (R,0CNH苛R%NHCO−R4)□[式中、R4
は分子中に少なくとも1個の活性水素原子を含有し、熱
処理によりイソシアネート基を再生するブロック剤残基
を示し、R+sはイソシアネート化合物の残基を示し、
n十mは2以上の整数である] 本発明の(1)式の中のR1はアミノ基残基またはアミ
ノ基含有残基であって、尿素およびエチェン尿素、エス
テル化尿素、エーテル化尿素等の変性尿素、メラミン、
変性メラミン等が例示できる。中でも、尿素、メラミン
が特に好ましい。また式中R2は水素原子または一価の
炭化水素基であって、後者としてはメチル基、エチル基
、プロピル基、ヘキシル基、フェニル基等が例示できる
。中でも水素原子が最も一般的であり、具体的化合物と
しては、メチロール尿素、ジメトキシメチル尿素、トリ
メチロールメラミン、ヘキサメチロールメラミン、メタ
ノール変性メラミン、トリメトキシメラミン等があげら
れる。
R□-NHCH20-R2 (1) [In the formula, R□ represents an amino group residue or an amino group-containing residue, and R2 represents a hydrogen atom or a monovalent hydrocarbon group [In the formula, R3 represents an epoxy Representing a residue or an epoxy group-containing residue (R,0CNHR%NHCO-R4) [wherein R4
represents a blocking agent residue containing at least one active hydrogen atom in the molecule and regenerating an isocyanate group by heat treatment, R+s represents a residue of an isocyanate compound,
n0m is an integer of 2 or more] R1 in formula (1) of the present invention is an amino group residue or an amino group-containing residue, such as urea, ethene urea, esterified urea, etherified urea, etc. modified urea, melamine,
Examples include modified melamine. Among these, urea and melamine are particularly preferred. In the formula, R2 is a hydrogen atom or a monovalent hydrocarbon group, and examples of the latter include a methyl group, an ethyl group, a propyl group, a hexyl group, and a phenyl group. Among them, hydrogen atoms are the most common, and specific examples include methylolurea, dimethoxymethylurea, trimethylolmelamine, hexamethylolmelamine, methanol-modified melamine, and trimethoxymelamine.

本発明の(2)式で示されるものとしては、γ−グリシ
ドキシプロピルトリメトキシシラン、γ−グリシドキシ
プロピルメチルジメトキシシラン等のシランカップリン
グ剤、エチレングリコールジグリシジルエーテル、ポリ
エチレングリコールジグリシジルエーテル等のポリエチ
レングリコール誘導体、プロピレングリコールジグリシ
ジルエーテル、ポリプロピレングリコールジグリシジル
エーテル等のポリプロピレングリコール誘導体、ネオペ
ンチルグリコールジグリシジルエーテル等の脂肪族アル
コール誘導体、グリセリンポリグリシジルエーテル、ジ
グリセリンボリグリシジルエーテル等の多官能エポキシ
化合物等が例示できる。中でも、シランカップリング剤
および多官能エポキシ化合物が好ましい。
Examples of the compounds represented by the formula (2) of the present invention include silane coupling agents such as γ-glycidoxypropyltrimethoxysilane and γ-glycidoxypropylmethyldimethoxysilane, ethylene glycol diglycidyl ether, and polyethylene glycol diglycidyl ether. Polyethylene glycol derivatives such as ether, propylene glycol diglycidyl ether, polypropylene glycol derivatives such as polypropylene glycol diglycidyl ether, aliphatic alcohol derivatives such as neopentyl glycol diglycidyl ether, glycerin polyglycidyl ether, diglycerin polyglycidyl ether, etc. Examples include functional epoxy compounds. Among these, silane coupling agents and polyfunctional epoxy compounds are preferred.

本発明の(3)式中のR4は分子中に少なくとも1個の
活性水素原子を含有し、熱処理によりイ6一 ソシアネート基を再生するブロック剤残基であり、ブロ
ック剤としては、イソプロパツール、フェノール、アセ
チルアセトン、カプロラクタム、メチルエチルケトンオ
キシム、重亜硫酸ソーダ等が例示できる。
R4 in the formula (3) of the present invention is a blocking agent residue containing at least one active hydrogen atom in the molecule and regenerating the isocyanate group by heat treatment, and the blocking agent is isopropanol. , phenol, acetylacetone, caprolactam, methyl ethyl ketone oxime, sodium bisulfite and the like.

式中N R5はイソシアネート化合物の残基を示し、ポ
リエチレングリコール、ポリプロピレングリコール、ポ
リプロピレントリオール等のポリエーテルポリオール化
合物、ポリエチレンアジペート、ポリブチレンアジペー
ト、ポリヘキシレンアジペート等のポリエステルポリオ
ール化合物が挙げられ、通常ポリイソシアネート系ウレ
タン樹脂と呼ばれるものである。
In the formula, N R5 represents a residue of an isocyanate compound, and examples thereof include polyether polyol compounds such as polyethylene glycol, polypropylene glycol, and polypropylene triol, and polyester polyol compounds such as polyethylene adipate, polybutylene adipate, and polyhexylene adipate. It is called an isocyanate-based urethane resin.

本発明は天然スクワレンまたはスクワランの重量に対し
て、−服代(1)(2)および(3)で示される化合物
の少なくとも一種類以上を0.5〜200重量%配合す
ることを特徴とする特許に一般式(1)で示されるメチ
ロール化合物および一般式(2)で示されるエポキシ化
合物は、10〜80重量%、一般式(3)で示されるイ
ソシアネー化合物は、30〜100重量%配合すること
が好ましい。一般式(1)(2)および(3)で示され
る化合物を2種類以上組み合わせて配合することもでき
る。
The present invention is characterized in that 0.5 to 200% by weight of at least one of the compounds shown in (1), (2), and (3) is blended based on the weight of natural squalene or squalane. The methylol compound represented by the general formula (1) and the epoxy compound represented by the general formula (2) are blended in the patent in an amount of 10 to 80% by weight, and the isocyanate compound represented by the general formula (3) is blended in an amount of 30 to 100% by weight. It is preferable. A combination of two or more types of compounds represented by general formulas (1), (2), and (3) can also be blended.

本発明の乳化分散組成物を使用して繊維材料を処理する
方法としては、液中処理、パラドル乾燥処理、スプレー
−乾燥処理、パラドルスチーム処理等任意でよい。中で
も液中処理、パラドル乾燥処理が得に好ましく、処理後
、160℃以上での熱処理を行なうのが好ましい。
The method for treating the fiber material using the emulsified dispersion composition of the present invention may be any method such as submerged treatment, paradle drying treatment, spray-drying treatment, and parador steam treatment. Among these, submerged treatment and parador drying treatment are particularly preferred, and after treatment, heat treatment at 160° C. or higher is preferred.

本発明の対称となる繊維は特に限定されないが、綿、麻
、絹のような天然繊維、ビスコースレーヨンのような再
生繊維、アセテートのような半合成繊維、ボリアミド、
アクリル、ポリエステルのような合成繊維の単独、たは
混用繊維、複合繊維、これらから成る糸状、編織物、不
織布、縫製品等が挙げられる。また、繊維と他の素材と
の複合製品でもよい。
The fibers targeted by the present invention are not particularly limited, but include natural fibers such as cotton, hemp, and silk, recycled fibers such as viscose rayon, semi-synthetic fibers such as acetate, polyamide,
Examples include synthetic fibers such as acrylic and polyester alone or in combination, composite fibers, filaments made of these, knitted fabrics, nonwoven fabrics, sewn products, and the like. It may also be a composite product of fibers and other materials.

[実施例コ 以下、実施例により本発明をさらに詳しく説明するが、
本発明がこれらの実施例のみに限定されることを意味す
るものではない。
[Example] The present invention will be explained in more detail with reference to Examples below.
It is not meant that the invention is limited only to these examples.

支L性 第1表に示し割合で作成した乳化組成物を使用して綿ブ
ロードを処理し、その耐久性を測定した。その結果を第
1表の示した。
Durability: Cotton broadcloth was treated using an emulsion composition prepared in the proportions shown in Table 1, and its durability was measured. The results are shown in Table 1.

耐久性評価評価法については、試供綿100%ブロード
布(精練漂泊山上がり)を使用し、加工条件としては、
パディング(ウェイトピックアップ75%)し、100
℃で3分間の乾燥を行い、その後、160℃で2分間の
熱処理を行った。
For the durability evaluation evaluation method, a sample of 100% cotton broadcloth (scouring and drifting) was used, and the processing conditions were as follows:
Padding (weight pickup 75%) and 100
Drying was performed at 160° C. for 3 minutes, and then heat treatment was performed at 160° C. for 2 minutes.

加工した布を家庭洗濯およびドライクリーニングを行い
、加工上がり布と洗濯後の布の風合差をハンドリングに
て評価した。
The processed fabric was washed and dry cleaned at home, and the difference in texture between the processed fabric and the washed fabric was evaluated by handling.

家庭洗濯条件 ニュービーズ(商品名、花王石鹸■製)2g/1 浴比    1:20 40℃×15分〜水洗〜脱水〜乾燥を洗濯1回とする。Home washing conditions New Beads (product name, made by Kao Soap) 2g/1 Bath ratio 1:20 40°C x 15 minutes ~ washing with water ~ spin-drying ~ drying is one wash.

ドライクリーニング条件 パークロルエチレン使用 DC−800CP (高松油脂Gl製チャージソープ)
           1%チャージ容積比   1:
20 常温×15分〜脱水〜乾燥をドライクリーニング1回と
する。
Dry cleaning conditions Perchlorethylene used DC-800CP (Charged soap made by Takamatsu Yushi Gl)
1% charge volume ratio 1:
20 One dry cleaning process consists of 15 minutes at room temperature, dehydration, and drying.

耐久性評価基準 ○   洗濯後も加工上がりの風合が7割以上残ってい
る。
Durability evaluation criteria ○ More than 70% of the processed texture remains even after washing.

Δ〜O 洗濯後も加工上がりの風合が4〜6割残ってい
る。
Δ~O 40-60% of the processed texture remains even after washing.

△   洗濯後も加工上がりの風合が1〜3割残ってい
る。
△ Even after washing, 10 to 30% of the finished texture remains.

×   洗濯後加工上がりの風合いが殆ど残っていない
× Almost no texture remains after washing.

(以下余白) [発明の効果] 本発明は、天然スクワレンまたはスクワランに一般式(
1)(2)および(3)で示される化合物を配合して成
る乳化分散組成物を使用して繊維材料を処理することに
より、天然スクワレンまたはスクワランを耐久性良く固
着することができる。
(The following is a blank space) [Effect of the invention] The present invention provides natural squalene or squalane with the general formula (
1) Natural squalene or squalane can be fixed with good durability by treating a fiber material using an emulsifying and dispersing composition containing the compounds shown in (2) and (3).

特許出願人  日本石油化学株式会社 ほか1名Patent applicant: Japan Petrochemical Co., Ltd. 1 other person

Claims (1)

【特許請求の範囲】 天然スクワレンまたはスクワランの重量に対して、下記
一般式 R_1−NHCH_2O−R_2(1) [式中、R_1はアミノ基残基またはアミノ基含有残基
を示し、R_2は水素原子または一価の炭化水素基を示
す] ▲数式、化学式、表等があります▼(2) [式中、R_3はエポキシ残基またはエポキシ基含有残
基を示す] ▲数式、化学式、表等があります▼(3) [式中、R_4は分子中に少なくとも1個の活性水素原
子を含有し、熱処理によりイソシアネート基を再生する
ブロック剤残基を示し、R_5はイソシアネート化合物
の残基を示し、n+mは2以上の整数である] にて表わされる化合物の少なくとも一種類以上を0.5
〜200重量%配合して成る乳化分散組成物。
[Claims] Based on the weight of natural squalene or squalane, the following general formula R_1-NHCH_2O-R_2 (1) [wherein R_1 represents an amino group residue or an amino group-containing residue, and R_2 represents a hydrogen atom] or a monovalent hydrocarbon group] ▲There are mathematical formulas, chemical formulas, tables, etc.▼(2) [In the formula, R_3 represents an epoxy residue or an epoxy group-containing residue] ▲There are mathematical formulas, chemical formulas, tables, etc. ▼(3) [In the formula, R_4 represents a blocking agent residue that contains at least one active hydrogen atom in the molecule and regenerates an isocyanate group by heat treatment, R_5 represents a residue of an isocyanate compound, and n+m represents is an integer of 2 or more] At least one type of compound represented by 0.5
An emulsifying and dispersing composition containing ~200% by weight.
JP1110752A 1989-04-28 1989-04-28 Emulsified dispersion composition Expired - Fee Related JP2721994B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1110752A JP2721994B2 (en) 1989-04-28 1989-04-28 Emulsified dispersion composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1110752A JP2721994B2 (en) 1989-04-28 1989-04-28 Emulsified dispersion composition

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP20915097A Division JP2850960B2 (en) 1997-08-04 1997-08-04 Emulsified dispersion composition

Publications (2)

Publication Number Publication Date
JPH02286708A true JPH02286708A (en) 1990-11-26
JP2721994B2 JP2721994B2 (en) 1998-03-04

Family

ID=14543662

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1110752A Expired - Fee Related JP2721994B2 (en) 1989-04-28 1989-04-28 Emulsified dispersion composition

Country Status (1)

Country Link
JP (1) JP2721994B2 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001034896A1 (en) * 1999-11-09 2001-05-17 Unilever Plc Improving the crease recovery of fabrics
JP2001191337A (en) * 1999-10-29 2001-07-17 Sanyo Chem Ind Ltd Release agent composition and slush molding method
JP2002524641A (en) * 1998-09-11 2002-08-06 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド Polymer compositions with improved gloss properties

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01100660A (en) * 1987-10-14 1989-04-18 Sharp Corp Abbreviated input method for character processing devices

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2607953B2 (en) 1989-04-20 1997-05-07 日本石油化学株式会社 Sizing composition for fibers

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01100660A (en) * 1987-10-14 1989-04-18 Sharp Corp Abbreviated input method for character processing devices

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002524641A (en) * 1998-09-11 2002-08-06 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド Polymer compositions with improved gloss properties
JP2001191337A (en) * 1999-10-29 2001-07-17 Sanyo Chem Ind Ltd Release agent composition and slush molding method
WO2001034896A1 (en) * 1999-11-09 2001-05-17 Unilever Plc Improving the crease recovery of fabrics

Also Published As

Publication number Publication date
JP2721994B2 (en) 1998-03-04

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